Method of temporarily alleviating the symptoms of chronic and acute myelocytic leukemias with 2, 5-bismethanesulphonoxyhexane



United States Patent 3,041,241 NEETHGD 0F TEMPURARILY ALLEVIATENG THESYMPTGMS 0F CHRUNEC AND ACUTE MY- vELOCYTKC LEUKEMEAS WIITHLfifilSWTHANE- SULPHONUXYHEXANE @eoiirey Millward Timmis, Robert F.Hudson, and Robin D. Marshall, London, England, and Howard R. Bierman,Duarte, Califi, assignors to Burroughs Wellcome & Co. (USAJ Inc,Tuckahoe, N.Y., a corporation of New York No Drawing. Filed Nov. 8,1957, Ser. No. 695,235

1 Claim. (Cl. 167-78) The present invention relates to a novel compoundfor the treatment of acute myelocytic leukemias and to a method of itsadministration.

. The compound which is the subject of the present invention is2,5-bismethanesulphonoxyhexane of the formula:

Preparation of the Compound The compound may be prepared in thefollowing manner: 29.5 g. of 2,5-hexanediol was dissolved in 79 g. driedpyridine, and 57.3 g. of methane sulphonyl chloride was added with goodstirring and cooling. The temperature was not allowed to exceed 0 C.during the addition.

The reaction mixture was taken out of the cooling bath and thetemperature allowed to rise to 35 0., when it was again cooled. Afterstanding for 3 hours the reaction mixture was poured into-a mixture of60 ml.

of concentrated sulphuric acid and g. of crushed ice. 2

The precipitate was purified by recrystallization from benzene andmelted at 97.5 C.

The compound of the invention is found to be a very potentanti-granulocytic substance which appears to have effects against theimmature granulocytes. In certain instances it may be advantageouslycombined with the compound known as Myleran which is the subject ofapplication Serial No. 460,511 filed October 5, 1954, now abandoned.Theestimated effective dosage of the compound appears to be within therange of from about 0.2 to about 0.5 mg. per kilogram of bodyweightdaily. However, We do not wish to be limited to these values sincexthedosage can vary substantially in individual cases.

What we claim is:, r

A method of temporarily alleviating the symptoms of chronic and acutemyelocytic leukemias which comprises the administration to the patientof the compound 2,5- bismethanesulphonoxyhexane.

References Cited in the file of this patent UNITED STATES PATENTS2,726,162 Allen Dec. 6, 1955 2,816,125 Allen Dec. 10, 1957 2,917,432Timmis Dec. 15, 1959 FOREIGN PATENTS 700,677 Great Britain Dec. 9, 1953OTHER REFERENCES Wiley: J. Org. Chem., vol. 22, No. 8, August 1957, pp.994-995.

Ann. NY. Acad. Sci. 68 (3), pp. 657-1266, Apr. 24, 1958.

Conference on Comparative Clinical and Biological Eiiects of AlkalatingAgents, Bethesda, Md., Mar. 28-30, 1957.

Bierman et aL: pp. 1211-22, 68 (.3), 1958.

Bergel: pp. 123 84245, Ann, NY. Acad. Sci. 68 (3),

Haddow Ann. NY. Acad. Sci.

et a1.: Acta Univ. Intern. Contra. C-ancrum,

